Wild Week Pt. 02

All characters are 18+ and not based on any actual person.

******

Monday morning to Monday evening

Billy Rollins was having a pleasant dream, he was remembering how he had lost his virginity. His Mom had been thinking that it was long enough for an 18-year-old boy to be a virgin, and had sent him next door to the neighbor's house, Madison James, the young divorcee, to supposedly help her with some housework.

When he got there, some innocent flirting and suggestive talk was all that was needed to get it going. Madison knew that Billy had been looking at her through her bedroom window, which was right over the fence and facing his bedroom window. She had smiled as she got home from her job as a nurse, and had stripped naked at the window, supposedly unaware that he was watching and probably pumping his prick. Now, she was going to tempt him into the sack and claim his cherry.

And claim it she did, her mouth milked out the first fast spurt, then with him between her thighs, he fucked her to orgasm, and keeping him held tightly, she rolled them over, her talented cunt muscles stroking him, keeping his cock hard and eager, and she rode him to a thunderous orgasmic explosion, making Billy's first time the one he would always remember.

The dream shifted, his 19 year old sister Brianna naked and was welcoming him, spreading her thighs open, the V of her pink pussy glistening with heated juices, he was iron hard as he took position, so ready to drive it in....

Drrr... Drrr... Drrr...

Billy's eyes opened, the glorious vision disappeared, and he grunted as he awoke. Damn cellphone, it was not even 7 AM, who the hell was calling at the time of the morning?

He didn't notice the caller ID as he grumbled out ''Hello?"

Madeline's voice purred out at him, "Good morning, Billy, I hope I didn't wake you up."

His mouth went dry, holy fuck, it was... was...."Maddie?"

"I love it when you use my name, just like you did when you fucked me, and called me Maddie when your cock was exploding deep inside me. It makes me so excited knowing that you watch me masturbate. Now, fair is fair, bring yourself over to the window. I want to watch you stroking a big morning hard on while you watch me get myself off.''

Billy quickly did so, bringing himself right over to the window. He looked out, oh fuck yeah, there she was, the bed was in the perfect spot, and he was looking right between the spread of her thighs, her pussy was clean shaven, so hot, so inviting, god, he'd had his cherry popped by that sweet snatch laid out before him. The window in his room was one of those big floor-to-ceiling types, she'd be able to see all of him.

Maddie could feel her breath catch, Billy's cock was so nice and big, a real cunt pleasing tool. It sure had pleasured her, to feel his young, eager cock take the plunge, it made her thrill to think that she had taken his virginity. His balls were nice and big, full of a juicy load, mmmm, she wanted to see that load spraying his window as a tribute to her.

"Now, let's do it together. I'm putting my phone on speaker, so I can use both my hands!"

She giggled, and said, "You do the same Billy, and I want you to cum real hard for me, I want to watch your cum splattering all over your window! Now, let me give you some hot viewing! I love stripping naked, knowing that you are watching me, and stroking that big hard cock, the big, hard cock that filled my mouth then fucked my hot cunt.''

Billy watched, his heart pounding, as Maddie's fingers started to dance all over her body. Her eyes remained fixed on him, staring at his swollen cock. Billy quickly joined in, slowly stroking his stiff cock, knowing that once he got into a serious stroke, he'd be done.

Maddie watched his hand start to shuttle up and down his prick, which made her drool. Remembering how well her holes had been fucked, and watching that very same prick that had vented his virginity upon her, made me head spin with lust. The fingers of her right hand slid down over her mound, she reached down and peeled her lips apart, letting Billy gaze at the hot, shimmering pinkness. Two fingers slid slowly up inside her, her breath catching in her throat as she played with her body.

''Mmm, mmm, mmmmm, oh that feels so good. How do you like it, Billy? Tell me!''

''Looks so fucking hot, god I love to see you getting all hot!''

She flicked at her clit, shuddering, then she brought her vibrator up, smiling through the window at Billy.

"Now, I'm going to ram myself, pretending it's your cock. Hang on to it until I cum, I want to see you spray your window baby!''

Billy could hear the buzz as she switched it on, then she brought it to her pussy, and powered it in with a single thrust. Her loud cry of pleasure filled Billy's ears as she watched the sexy neighbor pleasuring herself so wantonly, starting to pump her vibrator in and out, plunging deep as she stood with her legs apart, watching Billy as he stroked his rod.

"So close, so fucking close, stroke that big cock, do it hard, cum all over the window!"

Billy did so, and Maddie's voice howled, ''Fuck, oh fuck, cumming fuck yes, YES!"

Her body was writhing in orgasmic bliss, her eyes still fixed on his cock and he erupted. Maddie saw him arch his back, hand flying up and down his prick, grunting and growling, and watched streams of cum gushing, splattering his window. That propeled Maddie into a second climax, her dripping fuck hole clenching and unclenching in orgasmic rhythm at the buzzing vibrator, feeling like an overheated live fuck doll, shrieking and howling, god, she was cumming like a train.

Drifting down, Maddie purred, "Mmmm, that was so nice, Billy. Be watching me tonight, I'll have a nice surprise for you, see you then!"

Builly staggered back to bed, his legs were rubbery, and he flopped back onto the mattress. The window was splattered with 10 solid ropes of spunk, god, he'd really creamed that glass. And Maddie had something even hotter planned for tonight? Oh fuck, he couldn't wait to find out what it was.

*****

As Maddie went towards the bathroom, she smiled. Maddie had arranged for Billy's Mom, Gayla, to come over after work. Maddie had been getting strong messages that Gayla was interested in some lady loving, and she was going to do her best to seduce her and pleasure her on her bed in full view of her son. Mmmmm, when he sees both his Mom and me, bet it'll make him go crazy.

Under the hot spray of the shower, Madison needed one more expolsion, she buzzing of her vibrator filled the room as she drove it up he creaming tunnel and fucked herself with power filled plunges, she felt like an overheated teen slut, and she shuddered and squealed in bliss as another orgasm washed over her.

*****

He was by the window, watching closely. Maddie's car pulled into her driveway at the usual time, coming home from work. His cock was like a steel hard pole, just from anticipation.

*****

Maddie greeted Gayla at her door. After Maddie had called her from work and asked her to come over to her house when she left work, she had been waiting for a couple of minutes. The front porch of the house was out of view, so Billy had no idea what was going to happen.

Gayla grabbed her, and their mouths came together in a heated, lust-filled joining, tongues twinning together, letting the lust ramp up. Maddie's suspicion that Gayla was hot for some lesbian action had just been proven.

Her husband was very accepting, telling Gayla to have a good time, and when she came home, to wake him up, so he could sample the taste and the feel of her cunt, and tell him what hot and sex filled things they had done while he fucked her. Gayla was lusting for the coupling of two hot and horny cunts.

Maddie purred, "Let's go to my bedroom, Gay, and make hot, delicious love!"

Upstairs, Maddie led Gayla into her bedroom, and taking Gayla's hand, she led her over to the window. She turned Gayla so her backside was facing toward Billy's view, gave a lust-fueled grin over Gayla's shoulder, and started.

*****

Billy's mouth hung open, his cock racing up. Maddie was going to make love to his Mom, and he had a perfect view. He grabbed his binoculars and focused in. Maddie was loosening up his Mom's dress, and it slid to the floor. Gayla was down to white bra and panties, and as they were slowly removed, Billy focused in on his Mom's bare ass, mmmm, holy fuck, the scene was incredible.

Maddie's face was looking over Gayla's shoulder, she knew Billy was watching, and she gave a huge smile.

Maddie whispered, "Did you know your son is watching us?"

Gayla stiffened a bit, but she relaxed quickly. Considering what she was about to do, the idea of Billy about to watch her in a hot lesbian romp with Maddie made her heart thump.

Gayla cooed, ''Okay, lover, take my place, so I can get you naked!"

Billy drank in the vision as Maddie's naked backside was revealed to him, then the two nude forms drifted towards the bed.

Maddie and Gayla were very hot, knowing that Billy was watching. They were quickly in a 69, feasting on each other's hot, dripping pussy... while just across the way, Billy growled and stroked out the first load, his prick exploding, jetting out streams of spunk. Fuck, watching his Mom and Maddie going at each other was like rocket fuel for his dick. The sight of them in the midst or orgasmic joy kept his dick up, his balls already refilling.

Gayla grinned as she cooed to Maddie, ''I brought my cock over, and I'm going to give you a good fuck!"

Gayla quickly donned her strap-on, adjusting the straps holding the big black dildo to her loins.

''Lay back, Gayla, I'm going to ride a reverse cowgirl, so Billy can see me looking right at him.''

As she took position, Madeline grabbed the slick black dildo and raised her hips over it. She guided it to the mouth of her vagina, rubbing the head along her slot a couple of times before lowering herself onto it. She moaned as that cunt plunger stretched her cunt wide and deep. She slid down the shaft, her mouth open in ecstasy, and being spread open was amazing. When she was completely impaled on its prodigious length, she slowly ground her pelvis and started to slowly rock back and forth.

She looked right at the window, letting the bliss cross her face, cupping her tits, sliding her hands all up and down her body, imagining Billy, rock hard dick in hand.

Cupping her tits and holding them out like an offering, she moaned "Stroke that dick Billy, stroke that dick and cum all over my tits."

Across the way, Billy did just that, his cock erupted as her lip read Maddie's message, imagining frosting those tits.

Maddie started to move faster, oh yeah, it felt fucking amazing. Riding her best friend's dildo, while letting her 18-year-old son watch and no doubt, masturbate to the sight, really made her heat up.

As she was pumping her hips, Maddie cooed, ''Mmmm, getting close, Gay, stroke my butt, and finger fuck my ass, make me cum so hard!''

Gayla stuck a finger in her mouth, slobbering over it before bringing it to Maddie's awaiting bunghole. She nudged against her, and pushed slowly, listening to Maddie's long, drawn out ahhhhh as she buried her finger into the hot, moist depths of Maddie's asshole.

"Yes.... yessss," Madeline hissed, the intensity of the sensations nearly overwhelming her as she was filled.

Sliding up and down on the long dildo, while Gayla, her new lover, finger fucked her tight asshole, really made her lust surge.

''Fuck, oh fuck, yes, keep fingering my ass baby, make me cum!"

Madeline moaned and whimpered in a whirlpool of pleasure. She furiously humped the dildo as Gayla finger fucked the tight grip of her ass. The rush, ohhhh god, she was gonna cum so fucking hard, it felt like an explosion as she was slammed, she screamed out loud, her pelvis thrashing against the two welcome intruders. Her body shook and writhed wildly as she rode that rush.

Maddie wanted to devote herself to giving back as good as she got. Billy was treated to the sight of Maddie donning that same big black strapon, then Gayla lying back, her legs spread wide as Maddie got between her legs, and guided it home.

"Mmmm, mmmmm, all the way, Maddie, fill me up!"

Maddie did so, and Gayla let out a loud squeal as she was filled, stuffed to the brim. She'd used the dildo part herself for a hard, driving masturbation session, but as Maddie pulled back slightly and drove it back in, she knew there was nothing like a lover driving it home for her. The dildo was slicked up with Maddie's juices, and still warm from having been fucking Maddie so recently, making their coupling extra hot. Their lips came together, moaning into each others mouths as Maddie fucked her.

In Billy's bedroom, his cock was again being stroked, god, it was like natural non stop Viagra. The sight of his Mom's wide spread thighs, Maddie's sweet ass bobbing up and down between them, fucking his Mom with her own strap on, was so fucking hot.

Gayla broke the kiss, growled, ''Take my ass baby, finger me right there!"

Maddie pushed Gayla's legs up, her knees were almost touching her tits and Gayla grabbed them, holding them in place as Maddie's finger slid towards the waiting target. Her asshole was slicked up with the juices that had run down the natural channel, and she swirled her finger in the juices, enjoying Gayla's sounds of pleasure as she stroked at Gayla's tightly puckered rosette. Poising her fingertip, she pushed, and Gayla moaned as as she was anally penetrated, sliding in until her fingertip could go no further.

''Yes, oh fuck yes, now do it, fuck me hard at both holes, make me squirt!''

Maddie was happy to do so, fucking Gayla with a full 10 inch surge, wildy finger buggering her ass. She wondered how Billy was enjoying the view.

Billy was reaching for another orgasm as she watched Maddie finger fucking his Mom's tight ass as she dildo fucked her. His cock was set to explode again.

Gayla shrieked out, ''Cumming, fuck FUCK FUCKKKKK!"

She could feel her holes clamp down on Maddie's finger and the dildo, she felt a rush of wetness swirling around the dildo, oh fuck, she felt like a leaf in a storm as she trembled, writhed and shivered beneath Maddie's body. My new lover, Maddie, went through her mind, exciting her wildly.

Right across the way Billy felt his cock blazing from the wild rubbing, another load of hot jizz being pumped out. He flopped back, god, that was the hottest thing he'd ever seen. He saw Maddie and his Mom nuzzling contentedly at each other before the light was switched off, and Maddie's bedroom went dark. Thank god Billy thought, I don't think my dick could have withstood another go.

In the darkness, Maddie and Gayla held each other close, sharing the glorious afterglow. As Maddie held her naked body close, Gayla was already looking forward to getting home to her husband, so he could use his cock on her.